CA2469985C - Procede d'oligomerisation d'.alpha.-olefines possedant une faible insaturation, polymeres ainsi obtenus et lubrifiants contenant ceux-ci - Google Patents

Procede d'oligomerisation d'.alpha.-olefines possedant une faible insaturation, polymeres ainsi obtenus et lubrifiants contenant ceux-ci Download PDF

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Publication number
CA2469985C
CA2469985C CA2469985A CA2469985A CA2469985C CA 2469985 C CA2469985 C CA 2469985C CA 2469985 A CA2469985 A CA 2469985A CA 2469985 A CA2469985 A CA 2469985A CA 2469985 C CA2469985 C CA 2469985C
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Prior art keywords
olefin
ligand
alpha
carbon atoms
cyclopentadienyl
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Expired - Fee Related
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CA2469985A
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CA2469985A1 (fr
Inventor
Anthony-Joseph Di Maio
Thomas P. Matan
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Uniroyal Chemical Co Inc
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Uniroyal Chemical Co Inc
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Publication of CA2469985A1 publication Critical patent/CA2469985A1/fr
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/14—Monomers containing five or more carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F110/14—Monomers containing five or more carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62—Refractory metals or compounds thereof
    • C08F4/64—Titanium, zirconium, hafnium or compounds thereof
    • C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
    • C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62—Refractory metals or compounds thereof
    • C08F4/64—Titanium, zirconium, hafnium or compounds thereof
    • C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
    • C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62—Refractory metals or compounds thereof
    • C08F4/64—Titanium, zirconium, hafnium or compounds thereof
    • C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
    • C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
    • C08F4/65922—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
    • C08F4/65925—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually non-bridged

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne un procédé de préparation d'un copolymère de poly(.alpha.-oléfine), qui consiste à polymériser au moins une .alpha.-oléfine, de préférence 1-décène, et au moins une oléfine volumineuse, de préférence norbornène, en présence d'hydrogène et une quantité efficace au niveau catalytique d'un catalyseur comprenant le produit obtenu par combinaison d'un procatalyseur métallocène avec un cocatalyseur, ce procatalyseur métallocène étant au moins un composé représenté par la formule générale (Cp?1¿R?1¿¿m?)R?3¿(Cp?2¿R?2¿¿p?)MX¿q?, dans laquelle Cp?1¿ du ligand (Cp?1¿R?1¿¿m?) et Cp?2¿ du ligand (Cp?2¿R?2¿¿p?) représentent des anneaux cyclopentadiényles identiques ou différents, R?1¿ et R?2¿ représentent chacun, indépendamment, hydrogène ou un organometalloïde à substitution hydrobarbyle, halocarbyle, hétérocarbyle, hydrocarbyle ou un groupe organometalloïde à substitution halocarbyle contenant jusqu'à 20 atomes de carbone, m vaut de 0 à 5, p vaut de 0 à 5 et deux substituants de R?1¿ et/ou R?2¿ sur des atomes de carbone adjacents de l'anneau cyclopentadiényle associé peuvent être unis pour former un anneau contenant de 4 à environ 20 atomes de carbone, R?3¿ représente un groupe de pontage formant un pont entre Cp?1¿ et Cp?2¿, M représente un métal de transition possédant une valence comprise entre 3 et 6, chaque X représente un ligand non cyclopentadiényle et représente, indépendamment, halogène ou un organométalloïde à substitution hydrocarbyle, oxyhydrocarbyle, halocarbyle, hydrocarbyle, un organométalloïde à substitution oxyhydrocarbyle ou un groupe organométalloïde à substitution halocarbyle contenant jusqu'à environ 20 atomes de carbone, et q représente la valence de M moins 2, le cocatalyseur étant un aluminoxane, le ligand (Cp?1¿R?1¿¿m?) étant différent du ligand (Cp?2¿R?2¿¿p?) et le groupe de pontage R?3¿ contenant au moins deux groupes volumineux.
CA2469985A 2001-12-14 2002-11-06 Procede d'oligomerisation d'.alpha.-olefines possedant une faible insaturation, polymeres ainsi obtenus et lubrifiants contenant ceux-ci Expired - Fee Related CA2469985C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US10/014,911 US6713582B2 (en) 2001-12-14 2001-12-14 Process for the oligomerization of α-olefins having low unsaturation, the resulting polymers, and lubricants containing same
US10/014911 2001-12-14
PCT/US2002/035580 WO2003051943A1 (fr) 2001-12-14 2002-11-06 Procede d'oligomerisation d'$g(a)-olefines possedant une faible insaturation, polymeres ainsi obtenus et lubrifiants contenant ceux-ci

Publications (2)

Publication Number Publication Date
CA2469985A1 CA2469985A1 (fr) 2003-06-26
CA2469985C true CA2469985C (fr) 2012-01-03

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CA2469985A Expired - Fee Related CA2469985C (fr) 2001-12-14 2002-11-06 Procede d'oligomerisation d'.alpha.-olefines possedant une faible insaturation, polymeres ainsi obtenus et lubrifiants contenant ceux-ci

Country Status (10)

Country Link
US (2) US6713582B2 (fr)
EP (1) EP1453870B1 (fr)
JP (1) JP4129433B2 (fr)
CN (1) CN1271099C (fr)
AT (1) ATE440874T1 (fr)
AU (1) AU2002352486A1 (fr)
BR (1) BR0214912B1 (fr)
CA (1) CA2469985C (fr)
DE (1) DE60233521D1 (fr)
WO (1) WO2003051943A1 (fr)

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Also Published As

Publication number Publication date
ATE440874T1 (de) 2009-09-15
DE60233521D1 (de) 2009-10-08
US20030149203A1 (en) 2003-08-07
EP1453870B1 (fr) 2009-08-26
JP4129433B2 (ja) 2008-08-06
AU2002352486A1 (en) 2003-06-30
BR0214912B1 (pt) 2012-08-21
CN1615321A (zh) 2005-05-11
US6713582B2 (en) 2004-03-30
JP2005511870A (ja) 2005-04-28
WO2003051943A1 (fr) 2003-06-26
US20040157752A1 (en) 2004-08-12
EP1453870A1 (fr) 2004-09-08
BR0214912A (pt) 2005-01-04
CN1271099C (zh) 2006-08-23
CA2469985A1 (fr) 2003-06-26
US7037974B2 (en) 2006-05-02

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